5580-20-1 Usage
Description
4-Thio-2'-deoxyuridine, a modified nucleoside analogue, features a thiol group attached to the 4-position of the pyrimidine ring. It is recognized for its potent radiosensitizing and cytotoxic properties, making it a subject of interest in the field of cancer therapy. Its mechanism of action involves incorporation into the DNA of rapidly dividing cells, which results in DNA damage and the inhibition of DNA synthesis, thereby effectively targeting cancer cells characterized by high replication rates. Additionally, 4-Thio-2'-deoxyuridine has demonstrated potential antiviral properties by inhibiting the replication of certain viruses, showcasing its promise as a therapeutic agent for both cancer and viral infections.
Uses
Used in Cancer Therapy:
4-Thio-2'-deoxyuridine is utilized as a radiosensitizer and cytotoxic agent for its ability to enhance the effectiveness of radiation therapy and directly induce damage in cancer cells. Its incorporation into the DNA of these cells leads to DNA damage and the inhibition of DNA synthesis, making it particularly effective against rapidly dividing cancer cells.
Used in Antiviral Applications:
In the field of antiviral research, 4-Thio-2'-deoxyuridine serves as an inhibitor of viral replication. It has shown potential in impeding the life cycle of certain viruses, thereby offering a possible treatment strategy for viral infections.
Used in Pharmaceutical Research and Development:
4-Thio-2'-deoxyuridine is employed as a chemical probe in the development of new pharmaceuticals targeting cancer and viral diseases. Its unique properties allow researchers to explore its potential in creating novel therapeutic agents and improving existing treatment options.
Check Digit Verification of cas no
The CAS Registry Mumber 5580-20-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,5,8 and 0 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 5580-20:
(6*5)+(5*5)+(4*8)+(3*0)+(2*2)+(1*0)=91
91 % 10 = 1
So 5580-20-1 is a valid CAS Registry Number.
5580-20-1Relevant articles and documents
5-iodo-4-thio-2′-deoxyuridine as a sensitizer of X-ray induced cancer cell killing
Makurat, Samanta,Spisz, Paulina,Kozak, Witold,Rak, Janusz,Zdrowowicz, Magdalena
, (2019/05/10)
Nucleosides, especially pyrimidines modified in the C5-position, can act as radiosensitizers via a mechanism that involves their enzymatic triphosphorylation, incorporation into DNA, and a subsequent dissociative electron attachment (DEA) process. In this paper, we report 5-iodo-4-thio-2′-deoxyuridine (ISdU) as a compound that can effectively lead to ionizing radiation (IR)-induced cellular death, which is proven by a clonogenic assay. The test revealed that the survival of cells, pre-treated with 10 or 100 μM solution of ISdU and exposed to 0.5 Gy of IR, was reduced from 78.4% (for non-treated culture) to 67.7% and to 59.8%, respectively. For a somewhat higher dose of 1 Gy, the surviving fraction was reduced from 68.2% to 54.9% and to 40.8% for incubation with 10 or 100 μM ISdU, respectively. The cytometric analysis of histone H2A.X phosphorylation showed that the radiosensitizing effect of ISdU was associated, at least in part, with the formation of double-strand breaks. Moreover, the cytotoxic test against the MCF-7 breast cancer cell line and human dermal fibroblasts (HDFa line) confirmed low cytotoxic activity of ISdU. Based on the results of steady state radiolysis of ISdU with a dose of 140 Gy and quantum chemical calculations explaining the origin of the MS detected radioproducts, the molecular mechanism of sensitization by ISdU was proposed. In conclusion, we found ISdU to be a potential radiosensitizer that could improve anticancer radiotherapy.
